Top Remote Senior Level Sales Leadership Jobs in Boston, MA

Leads a team of 6–10 Solution Consultants supporting enterprise sales pursuits. Responsibilities include coaching, recruiting, performance management, technical sales strategy, proof-of-value execution, customer engagement, cross-functional collaboration, forecasting, QBRs, and revenue attainment. The role partners closely with Sales, Product, Engineering, Professional Services, Customer Success, and Marketing while driving team productivity and regional sales initiatives.

Lead enterprise sales managers and teams serving the US state and local public sector. Drive quota attainment, customer acquisition, market expansion, sales-process improvements, forecasting, and high-growth strategy. Coach and develop sales leaders and representatives while building relationships with Fortune 1000 customers and managing complex technology sales cycles.

Leads leisure sales for Hilton Caribe by expanding wholesale, consortia, and cruise line partnerships. Responsibilities include business development, account growth, contract negotiations, sales and pricing strategy, customer engagement, marketing campaigns, travel partner events, site visits, and market trend analysis. The role requires frequent national and international travel and collaboration with revenue management, marketing, worldwide sales, and destination partners.

Leads leisure sales strategy for Hilton Los Cabos and Conrad Punta de Mita. Manages sales managers, develops wholesale, FIT, tour operator, and luxury consortia accounts, conducts client presentations, oversees travel and trade show activity, and drives revenue growth through account development, marketing initiatives, negotiations, and customer relationships. The role includes ownership and asset management collaboration and up to 30% international travel.

Leads GitLab’s German Strategic and Major Account Executive team, owning software sales, bookings, revenue, forecasting, territory strategy, pipeline health, and growth plans. Responsibilities include recruiting and developing sales talent, coaching performance, managing customer and cross-functional relationships, and enabling teams on GitLab’s AI-powered DevSecOps platform. The role also requires understanding German data privacy, data sovereignty, and compliance considerations while driving regional go-to-market execution.

Leads and coaches licensed personal lines insurance agents, drives sales and service metrics, oversees insurance sales from intake through fulfillment, identifies cross-sell opportunities, and develops processes for SoFi Protect. Manages performance, hiring, team development, and carrier relationships while advising members on Home, Auto, and Life Insurance coverage.

Own go-to-market strategy and execution for Engine’s OBT+ TMC partnership channel. Prospect, negotiate, and close strategic TMC agreements; develop commercial models, pricing inputs, ROI cases, and launch plans; influence product roadmaps; coordinate with Product, Engineering, Supply, Implementation, Legal, Finance, and Marketing; and represent Engine at corporate travel events and executive meetings.

Manages a Fortinet partner-funded business development team and leads strategic relationships between Fortinet and CDW. Develops engagement plans, drives revenue and profit growth, coordinates sales and services teams, facilitates pipeline reviews, educates stakeholders, manages accountability processes, and executes joint marketing initiatives. The role also oversees partner communications, business tracking, quarterly meetings, and scalable strategic planning processes. Travel averages 4–5 days per month.

Leads Monte Carlo’s Enterprise Americas sales team, overseeing forecasts, pipeline coverage, new-logo bookings, outbound prospecting, deal inspection, and enterprise sales coaching. The role requires developing a repeatable sales process, coaching reps through complex executive-level deals, recruiting enterprise account executives, and partnering with sales engineering, SDR, marketing, and customer success teams. Candidates should have prior enterprise SaaS sales leadership experience and expertise in disciplined methodologies such as MEDDPICC and value-based selling.

Leads East Coast enterprise sales performance, coaching and developing quota-carrying sellers, managing complex multi-stakeholder deals, improving forecasting and pipeline discipline, recruiting talent, and driving regional go-to-market execution. Partners with senior executives and cross-functional teams to achieve predictable revenue growth across senior living and post-acute markets. Requires extensive enterprise B2B SaaS sales leadership experience, MEDDPICC expertise, and willingness to travel 40–50%.

Leads and develops a Solution Consulting team supporting the Applied Epic portfolio. Responsibilities include coaching consultants, partnering with Sales, overseeing product demonstrations, supporting strategic deals, coordinating executive client engagements, aligning with Product and Marketing, and ensuring implementation handoffs. The role requires insurance or SaaS expertise, pre-sales experience, people management, AI product knowledge, and up to 50% nationwide travel.